ES2000938A6 - Process for the preparation of 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-on-2,2-dioxide. - Google Patents
Process for the preparation of 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-on-2,2-dioxide.Info
- Publication number
- ES2000938A6 ES2000938A6 ES8600582A ES8600582A ES2000938A6 ES 2000938 A6 ES2000938 A6 ES 2000938A6 ES 8600582 A ES8600582 A ES 8600582A ES 8600582 A ES8600582 A ES 8600582A ES 2000938 A6 ES2000938 A6 ES 2000938A6
- Authority
- ES
- Spain
- Prior art keywords
- oxathiazin
- dihydro
- dioxide
- methyl
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- YGCFIWIQZPHFLU-UHFFFAOYSA-N acesulfame Chemical compound CC1=CC(=O)NS(=O)(=O)O1 YGCFIWIQZPHFLU-UHFFFAOYSA-N 0.000 title 1
- XLXCHZCQTCBUOX-UHFFFAOYSA-N 1-prop-2-enylimidazole Chemical compound C=CCN1C=CN=C1 XLXCHZCQTCBUOX-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- QXBGLCSYJYZBFK-UHFFFAOYSA-N 3-oxobutanoylsulfamic acid Chemical compound CC(=O)CC(=O)NS(O)(=O)=O QXBGLCSYJYZBFK-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 235000003599 food sweetener Nutrition 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 239000003765 sweetening agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D291/00—Heterocyclic compounds containing rings having nitrogen, oxygen and sulfur atoms as the only ring hetero atoms
- C07D291/02—Heterocyclic compounds containing rings having nitrogen, oxygen and sulfur atoms as the only ring hetero atoms not condensed with other rings
- C07D291/06—Six-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Acetoacetamide-N-sulfonic acid and its salts are cyclized with at least approximately the equimolar amount of SO3 in short times, preferably in special apparatus, to give 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide. In the case where more than the equimolar amount of SO3 is used, the latter compound is produced as an SO3 adduct which then needs to be hydrolyzed the hydrolysis also takes place in short times and, particularly advantageously, in apparatus of the same type as for the cyclization. The non-toxic salts, especially the potassium salt - of 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide are valuable synthetic sweeteners.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853527070 DE3527070A1 (en) | 1985-07-29 | 1985-07-29 | METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2000938A6 true ES2000938A6 (en) | 1988-04-01 |
Family
ID=6277045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES8600582A Expired ES2000938A6 (en) | 1985-07-29 | 1986-07-24 | Process for the preparation of 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-on-2,2-dioxide. |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US4876341A (en) |
| EP (1) | EP0217024B1 (en) |
| JP (1) | JPS62129277A (en) |
| KR (1) | KR940000072B1 (en) |
| CN (1) | CN1012436B (en) |
| AR (1) | AR244675A1 (en) |
| AT (1) | ATE52253T1 (en) |
| AU (1) | AU583641B2 (en) |
| BR (1) | BR8603558A (en) |
| CA (1) | CA1283911C (en) |
| CS (1) | CS269983B2 (en) |
| DD (1) | DD249016A5 (en) |
| DE (2) | DE3527070A1 (en) |
| DK (1) | DK167977B1 (en) |
| ES (1) | ES2000938A6 (en) |
| FI (1) | FI81791C (en) |
| HU (1) | HU202217B (en) |
| IE (1) | IE59128B1 (en) |
| IL (1) | IL79538A (en) |
| MX (1) | MX163113B (en) |
| NO (1) | NO165591C (en) |
| RU (1) | RU2055074C1 (en) |
| ZA (1) | ZA865601B (en) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3410439A1 (en) * | 1984-03-22 | 1985-09-26 | Hoechst Ag, 6230 Frankfurt | METHOD FOR THE PRODUCTION OF 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS AND THE ACETOACETAMONE-N-SULDE-N-SULES (ACETOACETAMONE-N-SULDE-N-SULDE) SALTS) |
| DE3429039A1 (en) * | 1984-08-07 | 1986-02-20 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS |
| TW223067B (en) * | 1992-03-17 | 1994-05-01 | Hoechst Ag | |
| JP2005263779A (en) * | 2004-02-17 | 2005-09-29 | Daicel Chem Ind Ltd | Method for producing 3,4-dihydro-1,2,3-oxathiazin-4-one-2,2-dioxide compound or a salt thereof |
| JP2008037778A (en) * | 2006-08-03 | 2008-02-21 | Daicel Chem Ind Ltd | Method for producing 3,4-dihydro-1,2,3-oxathiazin-4-one-2,2-dioxide compound or a salt thereof |
| JP2008037777A (en) * | 2006-08-03 | 2008-02-21 | Daicel Chem Ind Ltd | Method for producing potassium salt of 3,4-dihydro-1,2,3-oxathiazin-4-one-2,2-dioxide compound |
| CN100516054C (en) * | 2006-09-24 | 2009-07-22 | 张家港浩波化学品有限公司 | A kind of sulfonation ring closure process in the process of synthesizing acesulfame potassium and special equipment for the process |
| US9024016B2 (en) | 2012-06-08 | 2015-05-05 | Nutrinova Nutrition Specialists & Food Ingredients GmbH | Process for producing acesulfame potassium |
| CN103450114B (en) * | 2013-08-19 | 2015-09-02 | 苏州浩波科技股份有限公司 | The chloro-6-methyl isophthalic acid of 5-, the synthetic method of 2,3-Yang oxazine-4 (3H)-one-2,2-dioxide |
| KR101880416B1 (en) | 2013-11-18 | 2018-07-19 | 닛뽕소다 가부시키가이샤 | Granules of disulfonylamide salt |
| HRP20211400T1 (en) | 2016-09-21 | 2021-12-10 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| EP3623363A1 (en) | 2016-09-21 | 2020-03-18 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| CN108884064A (en) | 2016-09-21 | 2018-11-23 | 国际人造丝公司 | Acesulfame potassium composition and its production method |
| EP3319949B1 (en) | 2016-09-21 | 2020-07-22 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US11434214B2 (en) * | 2017-12-15 | 2022-09-06 | Chemadvice Gmbh | Process for the preparation of an acesulfame in a spray reactor having a specific velocity of flow |
| US11390595B2 (en) | 2018-01-18 | 2022-07-19 | Chemadvice Gmbh | Process for the preparation of an acesulfame with sulphuric acid processing |
| WO2022246867A1 (en) * | 2021-05-28 | 2022-12-01 | 安徽金禾实业股份有限公司 | Acesulfame potassium preparation method |
| CN113454056B (en) * | 2021-05-28 | 2022-11-04 | 安徽金禾实业股份有限公司 | The preparation method of acetoacetamide-N-sulfonic acid triethylamine salt |
| EP4339190A4 (en) * | 2021-05-28 | 2024-07-31 | Anhui Jinhe Industrial Co., Ltd. | Method for preparing acesulfame potassium |
| CN113861083A (en) * | 2021-07-05 | 2021-12-31 | 南通醋酸化工股份有限公司 | Preparation method of acetoacetyl sulfanilamide triethylamine salt |
| CN113563283A (en) * | 2021-07-26 | 2021-10-29 | 南通醋酸化工股份有限公司 | A kind of preparation method of acesulfame potassium composition |
| CN116249694A (en) * | 2021-12-31 | 2023-06-09 | 安徽金禾实业股份有限公司 | A kind of method for continuously preparing acesulfame intermediate |
| WO2023123356A1 (en) * | 2021-12-31 | 2023-07-06 | 安徽金禾实业股份有限公司 | Method for hydrolytic preparation of acesulfame, and method for producing acesulfame potassium |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2327804C3 (en) * | 1973-06-01 | 1980-08-14 | Hoechst Ag, 6000 Frankfurt | Process for the preparation of 3,4-dihydro-1,23-oxathiazin-4-ones |
| DE2434549A1 (en) * | 1974-07-18 | 1976-01-29 | Hoechst Ag | PROCESS FOR THE PREPARATION OF THE SWEET SUBSTANCE 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZIN4-ON-2,2-DIOXIDE |
| DE2453063A1 (en) * | 1974-11-08 | 1976-05-13 | Hoechst Ag | METHOD FOR PRODUCING ACETOACETAMIDE-N-SULFOFLUORIDE |
| DE3410439A1 (en) * | 1984-03-22 | 1985-09-26 | Hoechst Ag, 6230 Frankfurt | METHOD FOR THE PRODUCTION OF 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS AND THE ACETOACETAMONE-N-SULDE-N-SULES (ACETOACETAMONE-N-SULDE-N-SULDE) SALTS) |
| DE3410440A1 (en) * | 1984-03-22 | 1985-09-26 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS |
| DE3531359A1 (en) * | 1985-09-03 | 1987-03-12 | Hoechst Ag | METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS CLEANING THEREOF |
-
1985
- 1985-07-29 DE DE19853527070 patent/DE3527070A1/en not_active Withdrawn
-
1986
- 1986-07-19 EP EP86109944A patent/EP0217024B1/en not_active Expired - Lifetime
- 1986-07-19 AT AT86109944T patent/ATE52253T1/en not_active IP Right Cessation
- 1986-07-19 DE DE8686109944T patent/DE3670634D1/en not_active Expired - Lifetime
- 1986-07-24 ES ES8600582A patent/ES2000938A6/en not_active Expired
- 1986-07-24 CS CS865614A patent/CS269983B2/en not_active IP Right Cessation
- 1986-07-24 DD DD86292836A patent/DD249016A5/en not_active IP Right Cessation
- 1986-07-25 AR AR86304670A patent/AR244675A1/en active
- 1986-07-25 HU HU863096A patent/HU202217B/en not_active IP Right Cessation
- 1986-07-25 FI FI863067A patent/FI81791C/en not_active IP Right Cessation
- 1986-07-28 IE IE200586A patent/IE59128B1/en not_active IP Right Cessation
- 1986-07-28 NO NO863041A patent/NO165591C/en not_active IP Right Cessation
- 1986-07-28 AU AU60608/86A patent/AU583641B2/en not_active Ceased
- 1986-07-28 BR BR8603558A patent/BR8603558A/en not_active Application Discontinuation
- 1986-07-28 RU SU864027870A patent/RU2055074C1/en active
- 1986-07-28 JP JP61175832A patent/JPS62129277A/en active Granted
- 1986-07-28 DK DK357686A patent/DK167977B1/en not_active IP Right Cessation
- 1986-07-28 CA CA000514807A patent/CA1283911C/en not_active Expired - Lifetime
- 1986-07-28 ZA ZA865601A patent/ZA865601B/en unknown
- 1986-07-28 CN CN86105506A patent/CN1012436B/en not_active Expired
- 1986-07-28 IL IL79538A patent/IL79538A/en not_active IP Right Cessation
- 1986-07-29 MX MX3289A patent/MX163113B/en unknown
- 1986-07-29 KR KR1019860006206A patent/KR940000072B1/en not_active Expired - Lifetime
-
1988
- 1988-08-02 US US07/227,465 patent/US4876341A/en not_active Expired - Lifetime
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20060725 |